Issue 9, 2011

Catalytic asymmetric conjugate addition of Grignard reagents to coumarins—synthesis of versatile chiral building blocks

Abstract

A new protocol for the Cu-catalysed asymmetric conjugate addition of Grignard reagents to coumarins has been developed. The corresponding products are formed in high yields and enantioselectivities. Through a sequential protocol involving conjugate addition followed by nucleophilic ring opening of the chiral enolate, chiral esters and amides are readily accessible.

Graphical abstract: Catalytic asymmetric conjugate addition of Grignard reagents to coumarins—synthesis of versatile chiral building blocks

Supplementary files

Article information

Article type
Communication
Submitted
24 Nov 2010
Accepted
10 Jan 2011
First published
31 Jan 2011

Chem. Commun., 2011,47, 2679-2681

Catalytic asymmetric conjugate addition of Grignard reagents to coumarins—synthesis of versatile chiral building blocks

J. F. Teichert and B. L. Feringa, Chem. Commun., 2011, 47, 2679 DOI: 10.1039/C0CC05160H

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